| 100% | SUPREMES | 8 | Diana Ross and The __ |
| 67% | UPSIDEDOWN | 10 | An 80s hit by Diana Ross from her tenth album "Diana" and which was written by the duo from "Chic": 2 wds. |
| 66% | AFRO | 4 | Hairstyle for Diana Ross and Bob Ross |
| 65% | AFROS | 5 | Hairstyles for Diana Ross and Tracee Ellis Ross |
| 65% | WIZ | 3 | The —, 1978 musical film starring Diana Ross and Michael Jackson |
| 65% | RCA | 3 | Record label for Diana Ross and Elvis Presley |
| 64% | TRIO | 4 | Diana Ross & the Supremes, e.g. |
| 64% | AFRO | 4 | Frequent hairstyle for Diana Ross and Tracee Ellis Ross |
| 63% | LOVE | 4 | "Endless ___," 1981 duet by Diana Ross and Lionel Richie |
| 62% | FRO | 3 | Diana Ross hairstyle in the 1970s, for short |
| 61% | WIZ | 3 | The —, 1978 family film that starred Diana Ross and Michael Jackson |
| 60% | WENTSOLO | 8 | Emulated Diana Ross (1970) and Justin Timberlake (2002) |
| 58% | AFRO | 4 | Hairdo for Diana Ross, in the '70s |
| 57% | POPS | 4 | "___, We Love You (A Tribute to Father)," collaboration between Diana Ross and other Motown stars |
| 56% | SUPREMES | 8 | 1960s girl group with Diana Ross: The __ |
| 56% | FRIENDSINHIGHPLACES | 19 | Rachel, Ross, and the gang climb the Himalayas? |
| 56% | WIZ | 3 | Diana Ross musical, with "The" |
| 56% | WIZ | 3 | Diana Ross musical, with “The” |
| 55% | LOVECHILD | 9 | 1968 #1 hit for Diana Ross & the Supremes |
| 55% | PEROT | 5 | Ross —, candidate in the 1992 and 1996 US presidential elections |
| 55% | SWARM | 5 | The —, 1978 horror film starring Michael Caine and Katharine Ross |
| 54% | OREO | 4 | Snack item split by Ross and Rachel in the pilot episode of "Friends" |
| 53% | ROSS | 4 | Diana ___ and Lionel Richie, singers who collaborated on the track "Endless Love" |
| 53% | HOSPITAL | 8 | The —, 1971 comedy-drama film starring George C Scott and Diana Rigg |
| 52% | WIZ | 3 | 1978 Diana Ross musical, with "The" |
| 52% | EASE | 4 | "___ on Down the Road" (Michael Jackson and Diana Ross song) |
| 52% | BET | 3 | The ___ Awards (ceremony hosted in 2015 by Anthony Anderson and Tracee Ellis Ross) |
| 52% | RET | 3 | Nickname of Walter Turner, Emmy winning designer who dressed stars such as Cher, Lucille Ball, Diana Ross and Jean Stapleton |
| 51% | HANGOVER | 8 | "Love ___," 1976 song by Diana Ross that was featured in shows like "Mad Men" and "Pose" |
| 50% | WIZ | 3 | With "The," Diana Ross musical |